Three series of rearranged hopanes in Toarcian sediments (northern Italy)

Organic Geochemistry

Volumn 25, Issue 3-4, 1996, Pages 165-177

  Farrimond, Paul ^a   Telnæs, Nils ^b  

^a NEWCASTLE UNIVERSITY   (United Kingdom)

^b STATOIL   (Norway)

Author keywords

17 diahopane; 18 neohopanes; backbone rearrangement; biomarkers; diagenesis; methylhopanes; rearranged hopanes; Toarcian

Indexed keywords

BIOMARKERS; CONFORMATIONS; MOLECULAR STRUCTURE; SEDIMENTS; SHALE; STATISTICAL METHODS;

BACKBONE REARRANGEMENT; DIAGENESIS; DIAHOPANES; MARLS; METHYLHOPANES; NEOHOPANES; PRINCIPAL COMPONENT ANALYSIS; TOARCIAN SEDIMENTS;

PARAFFINS;

BIOMARKER; DIAGENESIS; HOPANE; MARL; ORGANIC GEOCHEMISTRY; SHALE; TOARCIAN;

ITALY;

EID: 0030300299     PISSN: 01466380     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0146-6380(96)00127-1     Document Type: Article

References (40)

1. Ageta H., Iwata K. and Natori S. (1964) Fern constituents: adianene, filicence, 7-fernene, isofernene and diploptene. Triterpenoid hydrocarbons isolated from Adiantum monochlamys. Tetrahedron Lett., 3413-3418.
2. Ageta H., Shiojima K. and Arai Y. (1968) Fern constituents: neohopene, hopene-II, neohopadiene and fernadiene isolated from Adiantum species. J. Chem. Soc., Chem. Commun., 1105-1107.
3. Ageta H., Shiojima K. and Arai Y. (1987) Acid-induced rearrangement of triterpenoid hydrocarbons belonging to the hopane and migrated hopane series. Chem. Pharm. Bull. 35, 2705-2716.
4. Armanios C., Alexander R. and Kagi R. I. (1992) Shape-selective sorption of petroleum hopanoids by ultrastable Y zeolite. Org. Geochem. 18, 399-406.
5. Brassell S. C., Eglinton G. and Howell V. J. (1987) Palaeoenvironmental assessment of marine organic-rich sediments using molecular organic geochemistry. In Marine Petroleum Source Rocks (Edited by Brooks J. and Fleet A. J.), Vol. 26. pp. 79-98. Geology Society, London, Special Publication.
6. Corbett R. E. and Smith R. A. J. (1969) Lichens and fungi. Part VI. Dehydration rearrangements of 15-hydroxyhopanes. J. Chem. Soc. (C) 0, 44-47.
7. Corbett R. E. and Young H. (1966) Lichens and fungi. Part III. Structural elucidation of 15α,22-dihydroxyhopane from Sticta billardierii del. J. Chem. Soc., Chem. Commun., 1564-1567.
8. Dasgupta S., Tang Y., Moldowan J. M., Carlson R. M. K. and Goddard W. A. (1995) Stabilizing the boat conformation of cyclohexane rings. J. Am. Chem. Soc. 117, 6532-6534.
9. Davis J. C. (1986) Statistics and Data Analysis in Geology, 2nd edn. Wiley, New York.
10. Farrimond P., Eglinton G. and Brassell S. C. (1986) Geolipids of black shales and claystones in Cretaceous and Jurassic sediment sequences from the North American Basin. In North Atlantic Palaeoceanography (Edited by Summerhayes C. P. and Shackleton N. J.), Vol. 21. pp. 347-360. Geology Society, London, Special Publication.
11. Farrimond P., Eglinton G., Brassell S. C. and Jenkyns H. C. (1988) The Toarcian black shale event in northern Italy. In Advances in Organic Geochemistry 1987 (Edited by Matavelli L. and Novelli L.), Organic Geochemistry, Vol. 13. pp. 823-832.
12. Farrimond P., Stoddart D. P. and Jenkyns H. C. (1994) An organic geochemical profile of the Toarcian anoxic event in northern Italy. Chem. Geol. 111, 17-33.
13. Hauke V., Trendel J. M., Albrecht P. and Connan J. (1994) Spiro-triterpenes from clay-catalysed rearrangements of hopenes: NMR structural elucidation and occurrence in a recent sediment. Tetrahedron Lett. 35, 2227-2230.
14. ten Haven H. L., de Leeuw J. W., Sinninghe Damsté J. S., Schenck P. A., Palmer S. E. and Zumberge J. E. (1988) Application of biological markers in the recognition of palaeo-hypersaline environments. In Lacustrine Petroleum Source Rocks (Edited by Fleet A. J., Kelts K. and Talbot M. R.), Vol. 40. pp. 123-130. Geology Society, London, Special Publication.
15. Howard D. L. (1980) Polycyclic triterpenes of the anaerobic photosynthetic bacterium Rhodomicrobium vanielli. Ph.D. Thesis, University of California, California, LA.
16. Jenkyns H. C. (1988) The early Toarcian (Jurassic) anoxic event: stratigraphic, sedimentary and geochemical evidence. Am. J. Sci. 288, 101-151.
17. Jenkyns H. C. and Clayton C. J. (1986) Black shales and carbon isotopes in pelagic sediments from the Tethyan Lower Jurassic. Sedimentology 33, 87-106.
18. Killops S. D. and Howell V. J. (1991) Complex series of pentacyclic triterpanes in a lacustrine sourced oil from Korea Bay Basin. Chem. Geol. 91, 65-79.
19. de Leeuw J. W., Cox H. C., van Graas G., van de Meer F. W., Peakman T. M., Baas J. M. A. and van de Graaf B. (1989) Limited double bond isomerisation and selective hydrogenation of sterenes during early diagenesis. Geochim. Cosmochim. Acta 53, 903-909.
20. McEvoy J. and Giger W. (1986) Origin of hydrocarbons in Triassic Serpiano oil shales: hopanoids. In Advances in Organic Geochemistry 1985 (Edited by Leythaeuser D. and Rullkötter J.), Organic Geochemistry, Vol. 10. pp. 943-949.
21. Meglen R. R. (1992) Examining large databases: a chemometric approach using principal component analysis. Marine Chem. 39, 217-237.
22. Moldowan J. M., Fago F. J., Carlson R. M. K., Young D. C., van Duyne G., Clardy J., Schoell M., Pillinger C. T. and Watt D. S. (1991) Rearranged hopanes in sediments and petroleum. Geochim. Cosmochim. Acta 55, 3333-3353.
23. Moldowan J. M., Lee C. Y., Sundararaman P., Salvatori T., Alajbeg A., Gjukic B., Demaison G. J., Slougui N.-E. and Watt D. S. (1992) Source correlation and maturity assessment of select oils and rocks from the Central Adriatic Basin (Italy and Yugoslavia). In Biological Markers in Sediments and Petroleum (Edited by Moldowan J. M., Albrecht P. and Philp R. P.), pp. 370-401. Prentice Hall, Englewood Cliffs, NJ.
24. Moldowan J. M., Peters K. E., Carlson R. M. K., Schoell M. and Abu-Ali M. A. (1994) Diverse applications of petroleum biomarker maturity parameters. Arab. J. Sci. Engng 19, 273-298.
25. Peakman T. M. and Maxwell J. R. (1988) Early diagenetic pathways of steroid alkenes. Org. Geochem. 13, 583-592.
26. Peakman T. M., Ellis K. and Maxwell J. R. (1988) Acid-catalysed rearrangements of steroid alkenes. Part 2. A re-investigation of the backbone rearrangement of cholest-5-ene. J. Chem. Soc., Perkin Trans. 1988, 1071-1075.
27. Peters K. E. and Moldowan J. M. (1993) The Biomarker Guide: Interpreting Molecular Fossils in Petroleum and Ancient Sediments. Prentice Hall, Englewood Cliffs, NJ.
28. Philp R. P. and Gilbert T. D. (1986) Biomarker distributions in Australian oils predominantly derived from terrigenous source material. In Advances in Organic Geochemistry 1985 (Edited by Leythaeuser D. and Rullkötter J.), Organic Geochemistry, Vol. 10. pp. 73-84.
29. Pratt L. M., Summons R. E. and Hieshima G. B. (1991) Sterane and triterpane biomarkers in the Precambrian Nonesuch Formation, North American Midcontinent Rift. Geochim. Cosmochim. Acta 55, 911-916.
30. Rohmer M., Bouvier-Nave P. and Ourisson G. (1984) Distribution of hopanoid triterpenes in prokaryotes. J. Gen. Microbiol. 130, 1137-1150.
31. Rohmer M., Bisseret P. and Neunlist S. (1992) The hopanoids, prokaryotic triterpenoids and precursors of ubiquitous molecular fossils. In Biological Markers in Sediments and Petroleum (Edited by Moldowan J. M., Albrecht P. and Philp R. P.), pp. 1-17. Prentice Hall, Englewood Cliffs, NJ.
32. Rubinstein I., Sieskind O. and Albrecht P. (1975) Rearranged sterenes in a shale: occurrence and simulated formation. J. Chem. Soc., Perkin Trans. I, 1833-1836.
33. Seifert W. K. and Moldowan J. M. (1978) Applications of steranes, terpanes and monoaromatics to the maturation, migration and source of crude oils. Geochim. Cosmochim. Acta 42, 77-95.
34. Sieskind O., Joly G. and Albrecht P. (1979) Simulation of the geochemical transformations of sterols: superacid effect of clay minerals. Geochim. Cosmochim. Acta 43, 1675-1679.
35. 46. Acta Cryst. 31, 522-526.
36. Summons R. E. and Jahnke L. J. (1990) Identification of the methylhopanes in sediments and petroleum. Geochim. Cosmochim. Acta 54, 247-251.
37. Summons R. E., Powell T. G. and Boreham C. J. (1988a) Petroleum geology and geochemistry of the Middle Proterozoic McArthur Basin, Northern Australia: III. Composition of extractable hydrocarbons. Geochim. Cosmochim. Acta 52, 1757-1763.
38. Summons R. E., Brassell S. C., Eglinton G., Evans E., Horodyski R. J., Robinson N. and Ward D. M. (1988b) Distinctive hydrocarbon biomarkers from fossiliferous sediment of the Late Proterozoic Walcott Member, Chuar Group, Grand Canyon, Arizona. Geochim. Cosmochim. Acta 52, 2625-2637.
39. Telnæs N., Isaksen G. H. and Farrimond P. (1992) Unusual triterpane distributions in lacustrine oils. Org. Geochem. 18, 785-789.
40. Whitehead E. V. (1974) The structure of petroleum pentacyclanes. In Advances in Organic Geochemistry 1973 (Edited by Tissot B. and Bienner F.), pp. 225-243. Editions Technip, Paris.